A forested valley with a lake and distant mountains.

Holiday Homes in Hillsboro

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Hillsboro holiday homes

A hot tub with a view of an outdoor area with trees and a wooden structure.

1. Family Friendly, Hot Tub, King Beds Just Renovated

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is €291
includes taxes & fees
2 Nov - 3 Nov
Family Friendly, Hot Tub, King Beds Just Renovated
A hot tub with a wooden deck and a hammock in a backyard.

2. HotTub FirePit Games Huge Backyard Family Friendly

HotTub FirePit Games Huge Backyard Family Friendly
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is €267
includes taxes & fees
2 Nov - 3 Nov
HotTub FirePit Games Huge Backyard Family Friendly
A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

3. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.6 out of 10, Exceptional, (10 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
United States
Sarah H.
The price is €267
includes taxes & fees
2 Nov - 3 Nov
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

4. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (16 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is €344
includes taxes & fees
18 Nov - 19 Nov
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

5. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is €575
includes taxes & fees
2 Nov - 3 Nov
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

6. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
Newbury
9.8 out of 10, Exceptional, (21 reviews)
"Neat place, close to two ski mountains. "
United States
COLLEEN K.
The price is €922
includes taxes & fees
9 Nov - 10 Nov
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

7. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is €535
includes taxes & fees
2 Nov - 3 Nov
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A spacious living room with a large sectional sofa, a glass coffee table, and a high ceiling with exposed wooden beams.

8. "Big Sky" Retreat Atop Sunapee / Ski + Lake Life

"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
Newbury
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful house in a nice location. Close to the lake, ski area and hiking. It was the perfect space to have a mini reunion with some friends."
United States
William B.
The price is €930
includes taxes & fees
4 Nov - 5 Nov
"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

9. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is €268
includes taxes & fees
2 Nov - 3 Nov
Brook Road Condo
A spacious living room with a high ceiling, exposed wooden beams, and a large window providing natural light.

10. "Big Sky" Retreat Atop Sunapee with Overflow Unit

"Big Sky" Retreat Atop Sunapee with Overflow Unit
Newbury
10.0 out of 10, Exceptional, (1 review)
The price is €1,139
includes taxes & fees
4 Nov - 5 Nov
"Big Sky" Retreat Atop Sunapee with Overflow Unit
A large wooden house with multiple levels, a balcony, and a staircase leading to the entrance.

11. Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6

Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
North Sutton
The price is €601
includes taxes & fees
30 Nov - 1 Dec
Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
A kitchen with a wooden countertop, four white bar stools, a black refrigerator, and a window with a view of trees.

12. Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee

Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
Newbury
10.0 out of 10, Exceptional, (21 reviews)
"Nice and clean"
United States
Ludwin
The price is €981
includes taxes & fees
2 Nov - 3 Nov
Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
A wooden cabin with multiple windows and a balcony, surrounded by trees.

13. Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (32 reviews)
"Great experience and an amazing property"
United States
Tim D.
The price is €461
includes taxes & fees
2 Nov - 3 Nov
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

14. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Had a lot here to use and The place was very cute. It’s good if you have small kids they have a lot for that sort of thing. Very clean as well"
United States
sean c.
The price is €366
includes taxes & fees
2 Nov - 3 Nov
Lakefront Family Fun Retreat
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

15. “Big Red” @ New London/Sunapee | Lake-Ski-Wellness

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
New London
10.0 out of 10, Exceptional, (15 reviews)
"The home has everything you could need. It’s clean, beautiful and spacious. We loved our stay and would highly recommend to others. The host was so accommodating and responsive!"
United States
Heidi H.
The price is €1,154
includes taxes & fees
4 Nov - 5 Nov
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

16. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (59 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is €402
includes taxes & fees
2 Nov - 3 Nov
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A yellow building with a porch and a sign that reads "Brook Road Inn."

17. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
The price is €278
includes taxes & fees
2 Nov - 3 Nov
Brook Road Condo
A spacious living room with a fireplace, large windows, and a cozy seating area.

18. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (27 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
The price is €491
includes taxes & fees
5 Nov - 6 Nov
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A red house with a stone pathway leading to it, surrounded by autumn foliage.

19. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (27 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
Cobb Meadow House: Cozy 5 Bedroom Retreat
A living room with a flat-screen TV mounted on the wall, a dark wooden coffee table with a potted plant and decorative items, and a small side table with a lamp.

20. Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6

Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6
Manchester
10.0 out of 10, Exceptional, (1 review)
The price is €250
includes taxes & fees
2 Nov - 3 Nov
Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsboro Hotel Reviews

Four Points by Sheraton Bedford Manchester Airport

Four Points by Sheraton Bedford Manchester Airport

10/10 Excellent
"Clean and spacious. Didn’t use pool area. Bar and small bites available. Quick check in and friendly staff!"
Priscilla 1-night trip
Posted 3 hours ago
Four Points by Sheraton Bedford Manchester Airport

Find out more about Hillsboro

Hillsboro Holiday Homes information

Number of reviews
293
Accommodation
163 Holiday Homes
Lowest Price
€250
Highest Price
€1,154